| Australia Friendlies | 2017/03/05 05:00 | Blacktown City U20 v Sydney Olympic U20 | L | 2-0 |
| Australia New South Wales U20 League | 2017/04/14 05:04 | Manly United U20 v Sydney Olympic U20 | D | 3-3 |
| Australia New South Wales U20 League | 2017/04/09 02:00 | Rockdale City Suns U20 v Sydney Olympic U20 | D | 0-0 |
| Australia New South Wales U20 League | 2017/04/02 03:00 | Parramatta Eagles U20 v Sydney Olympic U20 | L | 2-0 |
| Australia New South Wales U20 League | 2017/03/25 06:45 | Sydney FC U20 v Sydney Olympic U20 | W | 1-2 |
| Australia New South Wales U20 League | 2017/03/19 01:45 | Sydney Olympic U20 v Wollongong Wolves U20 | W | 4-0 |
| Australia New South Wales U20 League | 2017/03/11 06:02 | Bonnyrigg White Eagles U20 v Sydney Olympic U20 | W | 1-3 |
| Australia Friendlies | 2017/03/05 05:00 | Blacktown City U20 v Sydney Olympic U20 | L | 2-0 |
| Australia New South Wales U20 League | 2016/09/11 02:25 | Manly United U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2017/04/17 08:00 | Bonnyrigg White Eagles U20 v Blacktown City U20 | L | 2-0 |
| Australia New South Wales U20 League | 2017/04/15 07:05 | Blacktown City U20 v Parramatta Eagles U20 | W | 2-1 |
| Australia New South Wales U20 League | 2017/03/18 06:00 | Blacktown City U20 v Sutherland Sharks U20 | L | 1-4 |
| Australia New South Wales U20 League | 2017/03/12 02:00 | Hakoah Sydney City East U20 v Blacktown City U20 | W | 1-3 |
| Australia Friendlies | 2017/03/05 05:00 | Blacktown City U20 v Sydney Olympic U20 | W | 2-0 |
| Australia Friendlies | 2017/02/12 06:53 | Blacktown City U20 v Sydney United U20 | W | 2-1 |
| Australia Friendlies | 2017/01/29 05:00 | Blacktown City U20 v Parramatta Eagles U20 | W | 3-1 |
| Australia Friendlies | 2017/01/17 07:00 | Blacktown City U20 v Nunawading U20 | W | 3-1 |